| # | Children | Name | Born | Died | Father | Mother |
|---|
| 1 | | | b. 5 Jul 1885 | d. 5 Sep 1950 | Webster Isley Drollinger | Caroline Lovina "Carrie" Caldwell |
| 2 | | | b. 22 Mar 1889 | d. 10 Jan 1954 | Webster Isley Drollinger | Caroline Lovina "Carrie" Caldwell |
| 3 | | | b. 2 May 1892 | d. 16 Mar 1939 | Webster Isley Drollinger | Caroline Lovina "Carrie" Caldwell |
| 4 | | | b. 23 Apr 1894 | d. 20 Nov 1904 | Webster Isley Drollinger | Caroline Lovina "Carrie" Caldwell |
| 5 | | | b. 9 Aug 1896 | d. 4 Dec 1987 | Webster Isley Drollinger | Caroline Lovina "Carrie" Caldwell |
| 6 | | | b. 13 Feb 1898 | d. 3 Sep 1975 | Webster Isley Drollinger | Caroline Lovina "Carrie" Caldwell |
| 7 | | | b. 22 Feb 1902 | d. 22 Feb 1979 | Webster Isley Drollinger | Caroline Lovina "Carrie" Caldwell |
| 8 | | | b. 2 Sep 1904 | d. 4 Aug 1991 | Webster Isley Drollinger | Caroline Lovina "Carrie" Caldwell |
| 9 | | | b. 13 Aug 1908 | d. 8 Jun 1989 | Webster Isley Drollinger | Caroline Lovina "Carrie" Caldwell |
| 10 | | | b. 13 Aug 1908 | d. 3 Jun 1993 | Webster Isley Drollinger | Caroline Lovina "Carrie" Caldwell |
1865 - 1947 (82 years)